
Vacation rentals with a kayak in Rehoboth Beach
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Top-rated kayak rentals in Rehoboth Beach
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Mad Men Beach House*DogFriendly*7 Min Walk 2 Sea*OUTDOOR MOVIE EXPERIENCE*Private Dock*WORK SPACE*New CRIB
After relaxing at the beach (just a 7 min walk away), unwind on our deck "watchin' the tide rollin' away!" Get the best of the bay & the beach with this dog-friendly hidden gem! Imagine evenings enjoying the bay breeze as you crack crabs on the deck! Relax inside our open-concept great room that allows everyone to be together. Fish on our private dock or use it for your own boat or jet-ski to dock there. Witness spectacular sunsets with our Kayaks. Enjoy a well lit, private work space to virtual work w/ high speed internet! A new wood CRIB now in master suite for restful sleep! The pools and tennis/pickleball courts are only a few blocks away for your enjoyment! Plus, a truly unique OUTDOOR MOVIE EXPERIENCE for all our guests to make for the best Vacay EVER!

3 BR Waterfront Home, Minutes to the Beach
Recently updated waterfront house located in the family-friendly Montego Bay community. Enjoy beautiful sunsets on the back deck or hop in one of the kayaks for a paddle around the wide-open canal. Try your hand at crabbing or fishing off the dock to catch your dinner. Within easy walking distance of the beach and Northside Park (about 10 minutes walk to both). Beach chairs, toys, boogie boards, and umbrellas are yours to use for fun in the sand and surf. The dock is available for boat tie-ups.

Adorable cottage, door-2-door parking! Bikes/Kayak
Beach Daze is a surprisingly spacious & bright “tiny house” nestled into a quiet zen-like hidden treasure of a neighborhood within the town of Rehoboth Beach, Delaware. It is walking or biking distance (on quiet, quaint streets) to so many delightful natural wonders including the beaches, the canal, the bay, and a nature preserve! Beach Daze is perfect as a couple's retreat or a family vacation! We provide PLENTY of TOYS! 2 kayaks, beach toys, float toys, balls, tennis rackets, etc. for fun

Ocean View Paradise w/Hot Tub & Free Massages!
Our special place is close to everything for your DE beach visit! Make memories at our unique, updated Sharp Ocean View Paradise. Free access to a zero gravity, full body massage chair as you relax. Short discount to Bethany Beach and pools, gym, sports court and beach club community access. Enjoy a private hot tub, full range of games & arcade systems for your family sleeping up to 14. Enjoy grilling, large outdoor dining & access to full range of kayaks for canal access near our backyard!

'Cottage by the bay', sleeps 8 near Rehoboth beach
This bayside getaway is a beautiful 'A' frame style cottage and is located along the Rehoboth bay with direct access to the water. The cottage is within the gated community of Angola by the Bay. About a block away from the front door is one of the three private crabbing/fishing docks, kayak launch and marina! Enjoy walking or biking along the water and trails throughout the community. The large pool is always a favorite too! Baywood greens golf is nearby also! Enjoy the beautiful sunsets!

Stay Salty OC Beach House
Welcome to your ultimate getaway near Assateague State Park & Ocean City! Our spacious retreat sleeps 14 guests and boasts resort-style amenities including pools, a gym, kayaks, and tennis courts. Located just moments from beaches, charming towns, and exciting attractions, you'll have everything you need for an unforgettable vacation. With a fully stocked kitchen, game rooms, cozy reading nooks, puzzles, and a balcony, there's something for everyone. Book now and let the relaxation begin!

Waterfront Retreat
This renovated beach front home (with an EV Charger) sits on 3/4 of an acre and is as much about the indoors as it is about the outdoors. It boasts heated marble floors, towel warmers and LED mirrors with built-in defoggers in the bathrooms. The kitchen has granite countertops and stainless steel appliances. There are 5 distinct outdoor spaces to suit the mood or the occasion. For the water sports enthusiast, there's plenty of room to launch your kayak, a day sailer or even a catamaran.

Relax, Party, Beach, Repeat!
The whole group will enjoy easy access to everything from this centrally located home. This private property is close to Rehoboth, Dewey and Lewes beaches. It is adjacent to Hopkins Farm Creamery and Hopkins Heartland. Sports at the Beach is a short drive. This private 6-bedroom home has a full game room and bar in the finished basement. The full outdoor deck with a wrap-around porch is perfect for entertaining. Beach chairs and an umbrella are provided.

Charming Waterfront Cottage w/2 King Suites + Dock
Newly renovated, sparkling, spacious house with room for seven and waterfront views is waiting for you. Perfect for a single or double family getaway, girls weekend, or quiet retreat. *Please note this is a No Smoking and No Pet Property. **We are located in a quiet, residential neighborhood with lovely neighbors in close proximity. Please consider this when booking. ***We do not supply sheets and towels. Rental License #2162

Woodsey Beach House - Beach, Lake, Woods!
Beach? Check Cabin? Check Lake? Check Have it all at our home near the beach, in a beautiful wooded setting with a lake view! Quiet neighborhood makes you feel right at home. Newly renovated with new appliances and furnishings. The house has an upside-down layout, so most of the living spaces, including the kitchen, dining, and living rooms are on the second floor. The home is unique, bright and comfortable.

Steps to Beach. Peaceful. Pet-Friendly. + Linens
For years, we searched for the perfect beach getaway: secluded, tranquil, yet close to attractions. We found it! Our beach home is ideally situated on Broadkill Beach's SOUTH side (the North side has a higher density of houses [i.e. more people on the beach]; the SOUTH side offers a more exclusive beach experience with no crowds). It's just you, the sand, and the sea - the quintessential beach escape.

Read Ave Dewey Condo - Bay Front, Private Beach
Experience the Ultimate Family Getaway in Dewey Beach Perfectly situated in the heart of Dewey Beach: just 2 blocks from the beach with convenient walking access to bars and restaurants. Enjoy private beach access, a boat slip, and opportunities for fishing and crabbing. Ideal for families or professionals, this condo comfortably sleeps 6, with linens, towels, shampoo, and beach chairs included.
Popular amenities for Rehoboth Beach kayak rentals
House rentals with a kayak

Salty Serenity

Horseshoe Haven-Roof Deck, Beach Views, Game Room

Oceanfront Gem (Hot Tub and Sauna - extra fee)

Coastal Retreat | Lakefront | Pool | Hidden Gem

SPACIOUS 3BR 2.25BA 5 BEDS - 2 Miles to sand

The Oliver House

Lewes beach relax hot-tub games

Hoffman House - Cape May Canal Waterfront
Cottage rentals with a kayak

Sandcastle directly ON the beach

Deck & Indian River Bay Views: Coastal Cottage

Ocean Pines Beach House in the Woods

Lewes beach family cottage

Perfect Family Vacation XMAS & NY are Available!

Beach Suite 2 King Beds Pet Friendly Canalside Inn

Breezy Ocean Pines Cottage w/ Patio & Pool Access!

Peaceful Cottage w/King Bed & Large Private Patio!
Other vacation rentals with a kayak

Bethany Meadows Adventure - 2.8 miles to beach!

Private pool, waterfront, kayaks, bikes, firepits!

Family + Pet-Friendly Home Near Fenwick Island

Ocean 14 - Amazing Waterfront Views & Beach Access

The Flying Dutchman Waterfront 420 Friendly

Son Haven Cottage

Beach Paradise 110 - Beach Home at Broad Marsh OC

Pet Friendly Bayside Grill Bikes Kayaks
Quick stats about vacation rentals with a kayak in Rehoboth Beach

Total vacation rentals
Explore 10 vacation rentals in Rehoboth Beach

Nightly prices starting at
Rehoboth Beach vacation rentals start at ﺩ.ﺇ331 per night before taxes and fees

Verified guest reviews
Over 1,300 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Wi-Fi availability
10 of Rehoboth Beach vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Rehoboth Beach rentals

4.7 Average rating
Rehoboth Beach stays receive an average rating of 4.7 out of 5 from guests
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